Methyl 2-amino-3-fluorobenzoate

Name: Methyl 2-amino-3-fluorobenzoate
Brand: ChemScene
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CAS No. 144851-82-1
Cat. No. CS-W018997
Purity≥97%
MDL No.MFCD11870179

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Methyl 2-amino-3-fluorobenzoate|CS-W018997

Structure of 144851-82-1

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General Information

CAS No. 144851-82-1
Cat. No. CS-W018997
Purity ≥97%
MDL No. MFCD11870179
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈FNO₂
Molecular Weight 169.15
Synonym(s) METHYL2-AMINO-3-FLUOROBENZOATE
SMILES O=C(OC)C1=CC=CC(F)=C1N

Description

Methyl 2-amino-3-fluorobenzoate features a strategically positioned amino group flanked by fluorine and ester functionalities, enabling direct incorporation into bioactive scaffolds. This electron-rich heterocyclic derivative exhibits enhanced solubility in polar organic solvents and stability under standard bench conditions, facilitating efficient derivatization in medicinal chemistry campaigns.

Application

Methyl 2-amino-3-fluorobenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds via standard condensation and cyclization protocols. The ortho-amino and fluorine substituents provide complementary reactivity for sequential functionalization, while the methyl ester group facilitates straightforward manipulation. Bench-stable and amenable to purification by recrystallization or flash chromatography, it supports scalable synthesis workflows in API development.

Synthesis

Route1
- 67-56-1
- In-stock
  
  825-22-9
- ~77%
- In-stock
  
  144851-82-1
References
- Siegel, Dustin; Sperandio, David; Yang, Hai; Sangi, Michael; Parrish, Jay P.; Hui, Hon Chung Patent: US2013/273037 A1, 2013 ; Location in patent: Paragraph 0808-0811 ;
Route2
- 67-56-1
- In-stock
  
  51108-29-3
- ~%
- In-stock
  
  144851-82-1
- 1356116-39-6
- 1356116-41-0
References
- Organic Letters, , vol. 14, # 3 p. 946 - 949

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 52.32
LogP 1.1945
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-amino-3-fluorobenzoate

CAS No. 144851-82-1

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